1: 1) sodium hydride / 1) DMF, room temperature, 1 h, 2) 60 deg C, 30 min 2: 68 percent / LiBH4 / tetrahydrofuran / 0.5 h / 60 °C 3: 87.4 percent / triethylamine / CH2Cl2 / 0.33 h / -30 °C 4: 78.1 percent / dimethylformamide / 1 h / 100 °C 5: 78 percent / H2NNH2*H2O / CH2Cl2; methanol / 5 h / 60 °C 6: 41 percent / triethylamine / CH2Cl2 / 0.33 h / -30 °C 7: 1) AgNO3, pyridine, 2) H2S / 1) MeOH, CH2Cl2, H2O, room temperature, 10 min 8: diisopropylethylamine / acetonitrile / 4.5 h 9: 72 percent / AlCl3, anisole / CH2Cl2 / 1.5 h / -30 °C View Scheme